SCS-C002444

fragilide Y

Pathway: Terpenoids Superclass: Diterpenoids Class: Briarane diterpenoids

Chemical Structure

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Download: SDF SMILES

Source Information

Junceella fragilis (sea whip gorgonian coral)

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Scleralcyonacea Family Ellisellidae Genus Junceella Species Junceella fragilis

Ximao Island

Acta Pharmaceutica Sinica, 2020, 55(7), 1661-1665. DOI: 10.16438/j.0513-4870.2020-0963.

Drug-likeness (Lipinski Ro5)

Molecular Weight

655.1 Da

Threshold ≤ 500

ALogP

2.95

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

2 violations (MW, HBA) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C32H43ClO12

Molecular Weight:

655.1370 Da

SMILES:

C=C1C=CC(OC(=O)C(C)OC(=O)CC(C)C)C2(C)C(OC(C)=O)CCC3(CO3)C2C(OC(C)=O)C2(O)C(C)C(=O)OC2C1Cl

InChIKey:

                        ZRUDUTQSJJXDOG-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C32H43ClO12/c1-15(2)13-23(36)41-18(5)29(38)44-21-10-9-16(3)24(33)26-32(39,17(4)28(37)45-26)27(43-20(7)35)25-30(21,8)22(42-19(6)34)11-12-31(25)14-40-31/h9-10,15,17-18,21-22,24-27,39H,3,11-14H2,1-2,4-8H3

Calculated Properties

ALogP:

2.951 lipophilicity

TPSA:

164.26 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.7188 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002444

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Briarane diterpenoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

Activity values are displayed only when a quantitative or clearly reported result is available. Tested organisms, cell lines and molecular targets are shown under Target / model.

Activity	Assay	Target / model	Result	Reference
Antitumor	—	A549, HT-29, SNU-398, Capan-1	20.0 μM	—

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